{"id":"W4367833983","doi":"10.1002/cmdc.202300165","title":"Synthesis of Thieno[3,2‐<i>d</i>]pyrimidine Derivatives through Sequential S<sub>N</sub>Ar and Suzuki Reactions as Selective <i>h</i>‐NTPDase Inhibitors","year":2023,"lang":"en","type":"article","venue":"ChemMedChem","topic":"Adenosine and Purinergic Signaling","field":"Biochemistry, Genetics and Molecular Biology","cited_by":9,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université Laval; University of Winnipeg","funders":"Fonds de Recherche du Québec - Santé; Natural Sciences and Engineering Research Council of Canada","keywords":"Chemistry; Suzuki reaction; Pyrimidine; Aryl; Stereochemistry; Amine gas treating; Selectivity; Boronic acid; Nucleophilic substitution; Docking (animal); Medicinal chemistry; Combinatorial chemistry; Catalysis; Organic chemistry","routes":{"ca_aff":true,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"codex-gemma-dda1882f352a","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0001730161,0.0002366275,0.0002598216,0.00007415296,0.0001423948,0.00001785155,0.0001316161,0.0002123326,0.00001486752],"category_scores_gemma":[0.0003222729,0.0002343759,0.0001176141,0.0004681627,0.0002222074,0.00001788066,0.0001684851,0.0001445073,0.00001703381],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00002001411,"about_ca_system_score_gemma":0.0001009751,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00004882094,"about_ca_topic_score_gemma":0.00000344075,"domain_scores_codex":[0.9987134,0.0000345333,0.0003087877,0.000445734,0.0001742074,0.0003233141],"domain_scores_gemma":[0.9992554,0.0000964279,0.0001645726,0.0002559676,0.0001303607,0.00009723132],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.0000704148,0.00005553312,0.000299183,0.00006752495,0.0001299252,0.000009664879,0.0002922198,0.00002438174,0.9800767,0.0001411717,0.0183638,0.000469509],"study_design_scores_gemma":[0.0003250515,0.0001034397,0.0003159833,0.00005501104,0.0000609273,0.00002548195,0.0003767593,0.00001324776,0.9919589,0.0005278233,0.005984742,0.0002526179],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9959314,0.0007526666,0.0000805751,0.0004250852,0.0001245745,0.0001615939,0.00003161294,0.00005626945,0.002436181],"genre_scores_gemma":[0.9978357,0.0009151789,0.0001587069,0.0001562024,0.0004100828,0.00005324378,0.0001145344,0.00004269574,0.0003136762],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.01237906,"threshold_uncertainty_score":0.9557573,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01578587008501893,"score_gpt":0.2571281688289302,"score_spread":0.2413422987439113,"validation_status":"score_only:v0-immature-baseline","note":"Baseline scores from an immature model (maturity gate not passed). Scores rank; they never assert a category."}}